EP0548206A1 - Azeotropähnliche zusammensetzungen aus 1,2-dichloro-1-fluoroethan, monochloniertem c3-alkan und gegebenenfalls einem alkanol - Google Patents

Azeotropähnliche zusammensetzungen aus 1,2-dichloro-1-fluoroethan, monochloniertem c3-alkan und gegebenenfalls einem alkanol

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Publication number
EP0548206A1
EP0548206A1 EP91916678A EP91916678A EP0548206A1 EP 0548206 A1 EP0548206 A1 EP 0548206A1 EP 91916678 A EP91916678 A EP 91916678A EP 91916678 A EP91916678 A EP 91916678A EP 0548206 A1 EP0548206 A1 EP 0548206A1
Authority
EP
European Patent Office
Prior art keywords
compositions
weight percent
azeotrope
chloropropane
dichloro
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP91916678A
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English (en)
French (fr)
Inventor
Ellen Louise Swan
Rajat Subhra Basu
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Honeywell International Inc
Original Assignee
AlliedSignal Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by AlliedSignal Inc filed Critical AlliedSignal Inc
Publication of EP0548206A1 publication Critical patent/EP0548206A1/de
Withdrawn legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/26Organic compounds containing oxygen
    • C11D7/261Alcohols; Phenols
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50Solvents
    • C11D7/5004Organic solvents
    • C11D7/5018Halogenated solvents
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50Solvents
    • C11D7/5036Azeotropic mixtures containing halogenated solvents
    • C11D7/504Azeotropic mixtures containing halogenated solvents all solvents being halogenated hydrocarbons
    • C11D7/5059Mixtures containing (hydro)chlorocarbons
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50Solvents
    • C11D7/5036Azeotropic mixtures containing halogenated solvents
    • C11D7/5068Mixtures of halogenated and non-halogenated solvents
    • C11D7/5077Mixtures of only oxygen-containing solvents
    • C11D7/5081Mixtures of only oxygen-containing solvents the oxygen-containing solvents being alcohols only
    • CCHEMISTRY; METALLURGY
    • C23COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23GCLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G5/00Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
    • C23G5/02Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
    • C23G5/028Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons
    • C23G5/02809Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons containing chlorine and fluorine
    • C23G5/02825Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons containing chlorine and fluorine containing hydrogen
    • C23G5/02829Ethanes
    • C23G5/02832C2H3Cl2F
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/26Organic compounds containing oxygen
    • C11D7/263Ethers
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/28Organic compounds containing halogen

Definitions

  • This invention relates to azeotrope-like compositions containing 1,1-dichloro-l-fluoroethane, a mono-chlorinated C, alkane and optionally an alkanol. These mixtures are useful in a variety of vapor degreasing, cold cleaning and solvent cleaning applications including defluxing.
  • Fluorocarbon based solvents have been used extensively for the degreasing and otherwise cleaning of solid surfaces, especially intricate parts and difficult to remove soils.
  • vapor degreasing or solvent cleaning consists of exposing a room temperature object to be cleaned to the vapors of a boiling solvent. Vapors condensing on the object provide clean distilled solvent to wash away grease or other contamination. Final evaporation of solvent leaves the object free of residue. This it- _ontrasted with liquid solvents which leave deposits on the object after rinsing.
  • a vapor degreaser is used for difficult to remove soils where elevated temperature is necessary to improve the cleaning action of the solvent, or for large volume assembly line operations where the cleaning of metal parts and assemblies must be done efficiently.
  • the conventional operation of a vapor degreaser consists of immersing the part to be cleaned in a sump of boiling solvent which removes the bulk of the soil, thereafter immersing the part in a sump containing freshly distilled solvent near room temperature, and finally exposing the part to solvent vapors over the boiling sump which condense on the cleaned part.
  • the part can also be sprayed with distilled solvent before final rinsing.
  • Vapor degreasers suitable in the above-described operations are well known in the art.
  • Sherliker et al., in U.S. Patent 3,085,918 disclose such suitable vapor decreasers comprising a boiling sump, a clean sump, a water separator, and other ancillary equipment.
  • Cold cleaning is another application where a number of solvents are used. In most cold cleaning applications, the soiled part is either immersed in the fluid or wiped with cloths soaked in solvents and allowed to air dry.
  • fluorocarbon based azeotrope mixtures or azeotrope-like mixtures which offer alternatives for new and special applications for vapor degreasing and other cleaning applications.
  • fluorocarbon based azeotrope-like mixtures are of particular interest because they are considered to be stratospherically safe substitutes for presently used fully halogenated chlorofluorocarbons. The latter have been implicated in causing environmental problems associated with the depletion of the earth's protective ozone layer.
  • hydrochlorofluorocarbons like 1,1-dichloro-l-fluoro- ethane (HCFC-141b) have a much lower ozone depletion potential and global warming potential than the fully halogenated species.
  • the invention relates to novel azeotrope-like compositions which are useful in a variety of industrial cleaning applications. Specifically, the invention relates to compositions based on 1,1-dichloro-l-fluoroethane, a monochlorinated C_ alkane and optionally an alkanol which are essentially constant boiling, environmentally acceptable, non-fractionating, and which remain liquid at room temperature.
  • novel azeotrope-like compositions comprising from about 84.3 to about 99.99 weight percent 1,1-dichloro-l-fluoroethane (HCFC-141b), from about 0.01 to about 11.7 weight percent mono- chlorinated C_ alkane and optionally from about 0 to about 4 weight percent alkanol which boil at about 31.0°C + about 1.6°C at 760 mm Hg.
  • the azeotrope-like compositions of the invention consist essentially of from about 95.5 to about 99.99 weight percent HCFC-141b and from about
  • the azeotrope-like compositions of the invention consist essentially of from about 98 to about 99.99 weight percent HCFC-141b and from about 0.01 to about 2 weight percent 1-chloropropane.
  • the azeotrope-like compositions of the invention consist essentially of from about 88.3 to about 99.99 weight percent HCFC-141b and from about 0.01 to about 11.7 weight percent 2-chloropropane and boil at about 32.2°C ⁇ about 0.2°C at 760 mm Hg.
  • the azeotrope-like compositions of the invention consist essentially of from about 97 to about 99.99 weight percent HCFC-141b and from about 0.01 to about 3 weight percent 2-chloropropane.
  • the azeotrope-like compositions of the invention consist essentially of .from about 91.6 to about 98.99 weight percent HCFC-141b, from about 1 to about 4 weight percent methanol and from about 0.01 to about 4.4 weight percent 1-chloropropane and boil at about 30.3°C ⁇ about 0.8°C at 760 mm Hg.
  • the azeotrope-like compositions of the invention consist essentially of from about 94.2 to about 97.45 weight percent HCFC-141b, from about 2.5 to about 3.8 weight percent methanol and from about 0.05 to about 2 weight percent 1-chloropropane.
  • the azeotrope-like compositions of the invention consist essentially of from about 84.3 to about 98.99 weight percent HCFC-141b, from about 1 to about 4 weight percent methanol and from about 0.01 to about 11.7 weight percent 2-chloro ⁇ ropane and boil at about 29.8°C + about 0.4°C at 760 mm Hg.
  • the azeotrope-like compositions of the invention consist essentially of from about 93.2 to about 97.49 weight percent
  • HCFC-1 1b from about 2.5 to about 3.8 weight percent methanol, and from about 0.01 to about 3 weight percent 2-chloro ⁇ ropane.
  • 1-chloropropane and the alkanol is ethanol
  • the azeotrope-like compositions of the invention consist essentially of from about 92.5 to about 98.95 weight percent HCFC-141b, from about 1 to about 2.5 weight percent ethanol and from about 0.05 to about 5 weight percent 1-chloropropane and boil at about 31.9°C ⁇ about 0.3°C at 760 mm Hg.
  • the azeotrope-like compositions of the invention consist essentially of from about 95.8 to about 98.75 weight percent HCFC-141b, from about 1.2 to about 2 weight percent ethanol and from about 0.05 to about 2.2 weight percent 1-chloropropane.
  • the azeotrope-like compositions of the invention consist essentially of from about 88.9 to about 98.95 weight percent HCFC-141b, from about 1 to about 2.5 weight percent ethanol and from about 0.05 to about 8.6 weight percent 2-chloropropane and boil at about 31.7°C ⁇ about 0.1°C at 760 mm Hg.
  • the azeotrope-like compositions of the invention consist essentially of from about 94.5 to about 98.75 weight percent HCFC-141b, from about 1.2 to about 2 weight percent ethanol, and from about 0.05 to about 3.5 weight percent 2-chloropropane.
  • the 1,1-dichloro-l-fluoroethane component of the invention has good solvent properties.
  • the alkanol and chlorinated alkane components also have good solvent capabilities.
  • the alkanol dissolves po ⁇ ar organic materials and amine hydrochlorides while the chlorinated alkane enhances the solubility of oils. Thus, when these components are combined in effective amounts an efficient azeotrope-like solvent results.
  • ком ⁇ онентs for this purpose are secondary and tertiary amines, olefins and cycloolefins, alkylene oxides, sulfoxides, sulfones, nitrites and nitriles, and acetylenic alcohols or ethers. It is contemplated that such stabilizers as well as other additives may be combined with the azeotrope-like compositions of this invention.
  • compositions within the indicated ranges, as well as certain compositions outside the indicated ranges, are azeotrope-like, as defined more particularly below.
  • thermodynamic state of a fluid is defined by four variables: pressure, temperature, liquid composition and vapor composition, or P-T-X-Y, respectively.
  • An azeotrope is a unique characteristic of a system of two or more components whe ' re X and Y are equal at the stated P and
  • azeotrope-like composition is intended to mean that the composition behaves like a true azeotr' ⁇ e in terms of its constant-boiling characteristics oi endency not to fractionate upon boiling or evaporation. Such composition may or may not be a true azeotrope.
  • the composition of the vapor formed during boiling or evaporation is identical or substantially identical to the original liquid composition.
  • the liquid composition if it changes at all, changes only slightly. This is contrasted with non-azeotrope-like compositions in which the liquid composition changes substantially during boiling or evaporation.
  • one way to determine whe +u er a candidate mixture is "azeotrope-like" within the meaning of this invention is to distill a sample thereof under conditions (i.e. resolution - number of plates) which would be expected to separate the mixture into its components. If the mixture is non-azeotropic or non-azeotrope-like, the mixture will fractionate, with the lowest boiling compo ent distilling off first, etc. If the mixture is azeotrope-like, some finite amount of a first distillation cut will be obtained which contains all of the mixture components and which is constant boi * ng or behaves as a single substance.
  • azeotrope-like compositions there is a range of compositions containing the same components in varying proportions which are azeotrope-like. All such compositions are intended to be covered by the term azeotrope-like as used herein.
  • azeotrope-like As an example, it is well known that at different pressures, the composition of a given azeotrope will vary at least slightly as does the boiling point of the composition.
  • an azeotrope of A and B represents a unique type of relationship but with a variable composition depending on temperature and/or pressure.
  • azeotrope-like within the meaning of this invention is to state that such mixtures boil within about ⁇ 0.5°C (at 760 mm Hg) of the boiling point of the most preferred compositions disclosed herein.
  • the boiling point of the azeotrope will vary with the pressure.
  • the azeotrope-like compositions of the invention may be used to clean solid surfaces by treating said surfaces with said compositions in any manner well known to the art such as by dipping or spraying or use of conventional degreasing apparatus.
  • the azeotrope-like compositions are used to clean solid surfaces by spraying the surfaces with the compositions
  • the azeotrope-like compositions are sprayed onto the surfaces by using a propellant.
  • the propellant is selected from the group consisting of hydrocarbons, chlorofluorocarbons, hydrochlorofluorocarbon, hydrofluorocarbon, dimethyl ether, carbon dioxide, nitrogen, nitrous oxide, methylene oxide, air, and mixtures thereof.
  • Useful hydrocarbon propellants include isobutane, butane, propane, and mixtures thereof; commercially available isobutane, butane, and propane may be used in the present invention, r u eful chlorofluorocarbon propellants include trichloro- fluoromethane (known in the art as CFC-11), dichlorodifluoromethane (known in the art as CFC-12), 1,l,2-trichloro-l,2,2-trifluoroethane (known in the art as CFC-113), and 1,2-dichloro-l,1,2,2-tetrafluoroethane (known in the art as CFC-114); commercially availat e CFC-11, CFC-12, CFC-113, and CFC-114 may be used in the present invention.
  • CFC-11 trichloro- fluoromethane
  • CFC-12 dichlorodifluoromethane
  • CFC-113 1,l,2-trichloro-l,2,2-triflu
  • Useful hydrochlorofluorocarbon propellants include dichlorofluoromethane (known in the art as HCFC-21), chlorodifluoromethane (known in the art as HCFC-22), 1-chloro-l,2,2,2-tetrafluoroethane (known in the art as HCFC-124), l,l-dichloro-2,2-difluoroethane (known in the art as HCFC-132a), l-chloro-2,2,2- trifluoroethane (known in the art as HCFC-133), and l-chloro-l,l-difluoroethane (known in the art as HCFC-142b); commercially available HCFC-21, HCFC-22, and HCFC-142b may be used in the present invention.
  • HCFC-21 dichlorofluoromethane
  • HCFC-22 chlorodifluoromethane
  • HCFC-124 1-chloro-l,2,2,2-t
  • HCFC-124 may be prepared by a known process such as that taught by U.S. Patent 4,843,181 and HCFC-133 may be prepared fcy a known process such as that taught by U.S. Patent 3 r 003,003.
  • Useful hydrofluorocarbon propellants include trifluoromethane (known in the art as HFC-23), 1,1,1,2-tetrafluoroethane (known in the art as HFC-134a), and 1,1-difluoroethane (known in the art as HFC-152a); commercially available HFC-23 and HFC-152a may be used in the present invention.
  • HFC-134a may be prepared by any known method such as that disclosed by U.S. Patent 4,851,595. More preferred propellants include hydrochlorofluorocarbons, hydrofluorocarbons, and mixtures thereof. The most preferred propellants include chlorodifluoromethane and 1,1,1,2-tetrafluoroethane.
  • the HCFC-141b, alkanol and mono-chlorinated C_ alkane components of the invention are known materials. Preferably they should be used in sufficiently high purity so as to avoid the introduction of adverse influences upon the solvency properties or constant-boiling properties of the system.
  • compositions may include additional components so as to form new azeotrope-like or constant-boiling compositions. Any such compositions are considered to e within the scope of the present invention as long as the compositions are constant-boiling or essentially constant-boiling and contain all of the essential components described herein.
  • compositional range over which 141b and 141b are identical to each other.
  • 1-chloro ⁇ ropane (1-CP) exhibit constant-boiling behavior was determined. This was accomplished by charging approximat e ly 5 ml. 141b into an ebulliometer, bringing it to a boil, adding measured amounts of 1-chloropropane and finally recording the temperature of the ensuing boiling mixture. The boiling point versus composition curve indicated that a constant boiling composition formed.
  • the ebulliometer consisted of a heated sump in which the 141b was brought to a boil. The upper part ° of the ebulliometer connected to the sump was cooled thereby acting as a condenser for the boiling vapors, allowing the system to operate at total reflux. After bringing the 141b to a boil at atmospheric pressure, measured amounts of 1-chloropropane were titrated into the ebulliometer. The change in boiling point was measured with a platinum resistance thermometer.
  • Example 1 The following table lists, for Example 1, the compositional range over which the 141b/l-chloro ⁇ ropane 0 mixture is constant boiling; i.e. the boiling point deviations are within ⁇ about 0.5°C of each other. Based on the data in Table I, 141b/l-chloropro ⁇ ane compositions ranging from about 95.96-99.99/0.01-4.04 weight percent respectively would exhibit constant 5 boiling behavior.
  • compositional range over which 141b, 1-chloropropane (1-CP) and methanol exhibit constant-boiling behavior was determined. This was accomplished by charging 5 ml. of selected 141b-based binary compositions into an ebulliometer, bringing them to a boil, adding measured amounts of a third component and finally recording the temperature of the ensuing boiling mixture. The boiling point versus composition curve indicated that a constant boiling composition formed.
  • the ebulliometer consisted of a heated sump in which the 14lb-based binary mixture was brought to a boil. The upper part of the ebulliometer connected to the sump was cooled thereby acting as a condenser for the boiling vapors, allowing the system to operate at total reflux. After bringing the 141b-based binary mixture to a boil at atmospheric pressure, measured amounts of a third component were titrated into the ebulliometer. The change in boiling point was measured with a platinum resistance thermometer.
  • Example 2 The following table lists, for Example 2, the compositional range over which the 141b/l-chloro- propane/methan ⁇ l mixture is constant boiling; i.e. the boiling point deviations are within ⁇ about 0.5 C of each other. Based on the data in Table II, 141b/ 1-chloropropane/methanol compositions ranging from about 92.05-96.19/0.01-4.37/3.58-3.8 weight percent respectively would exhibit constant boiling behavior. TABLE II
  • compositional range over which 141b, 1-chloropropane (l-CP) and ethanol exhibit constant-boiling behavior was determined by repeating the experiment outlined in Example 2 above.
  • the boiling point versus composition curve indicated that a constant boiling composition formed.
  • Example 3 the compositional range over which the 141b/l-chloro- propane/ethanol mixture is constant boiling; i.e. the boiling point deviations are within ⁇ about 0.5°C of each other. Based on the data in Table III, 141b/ 1-chloro ⁇ ropane/ethanol compositions ranging from about 93.17-97.99/0.07-4.99/1.84-1.93 weight percent respectively would exhibit constant boiling behavior. TABLE III
  • compositional range over which 141b and 2-chloropropane exhibit constant-boiling behavior was determined by repeating the experiment outlined in Example 1 above.
  • the boiling point versus composition curve indicated that a constant boiling composition formed.
  • Example 4 The following table lists, for Example 4, the compositional range over which the 141b/2-chloropropane mixture is constant boiling; i.e. the boiling point deviations are within ⁇ about 0.5 C of each other. Based on the data in Table IV, 141b/2-chloropropane compositions ranging from about 88.29-99.99/0.01-11.71 weight percent respectively would exhibit constant boiling behavior. TABLE IV
  • compositional range over which 141b, 2-chloropropane (2-CP) and methanol exhibit constant-boiling behavior was determined by repeating the experiment outlined in Example 2 above.
  • the boiling point versus composition curve indicate ' that a constant boiling composition formed.
  • Example 5 the compositional range over which the 141b/2-chloro- propane/methanol mixture is constant boiling; i.e. the boiling point deviations are within ⁇ about 0.5 C of each other. Based on the data in Table V, 141b/
  • compositional range over which 141b, 2-chloropro ⁇ ane (2-CP) and ethanol exhibit constant-boiling behavior was determined by repeating the experiment outlined in Example 2 above.
  • the boiling point versus composition curve indicated that a constant boiling composition formed.
  • Example 6 The following table lists, for Example 6, the compositional range over which the 141b/2-chloro- propane/ethanol mixture is constant boiling; i.e. the boiling point deviations are within ⁇ about 0.5°C of each other. Based on the data in Table VI, 141b/ 2-chloropropane/ethanol compositions ranging from about 90.60-98.09/0.07-9.58/1.75-1.93 weight percent respectively would exhibit constant boiling behavior. TABLE VI
  • a 5-plate Oldershaw distillation column with a cold water condensed automatic liquid dividing head was used in the example.
  • the distillation column was charged with approximately 300 grams of a mixture of HCFC-141b, methanol and 1-chloropropane. The mixture was heated under total reflux for about an hour to ensure equilibration. A reflux ratio of 3:1 was employed for these particular distilla ti ns. Approximately 50 percent of the origina. charge was collected in four similar-sized overhead fractions. The compositions of these fractions were analyzed using gas chromatrography. The results are reported in Table I.
  • a vapor degreasing machine is charged with the azeotrope-like composition of example 1. (The experiment is repeated using the compositions of Examples 2-8.)
  • the vapor phase degreasing machine utilized is a small water-cooled, three-sump vapor phase degreaser. This machine is comparable to machines used-in the field today and presents the most rigorous test of solvent segregating behavior.
  • the degreaser employed to demonstrate the constant-boiling and non-segregating properties of the invention contains two overflowing rinse-sumps and a boil-sump.
  • the boil-sump is electrically heated and contains a low-level shut-off switch. Solvent vapors in the degreaser are condensed on water-cooled stainless-steel coils. The capacity of the unit is approximately 1.2 gallons. This degreaser is very similar to degreasers which are commonly used in commercial establishments.
  • the solvent charge is brought to reflux and the compositions in the rinse sump and the boil sump, where the overflow from the work sump is brought to the mixture boiling point, are determined using a Perkin Elmer 8500 gas chromatograph.
  • the temperature of the liquid in the boil sump is monitored with a thermocouple temperature sensing device accurate to ⁇ 0.2°C. Refluxing is continued for 48 hours and sump compositions are monitored throughout this time.
  • a mixture is considered constant boiling or non- segregating if the maximum concentration difference between sumps for any mixture component is ⁇ 2 sigma around the mean value. Sigma is a standard deviation unit.
  • compositions of the invention are constant boiling and will not segregate in any large-scale commercial vapor degreasers, thereby avoiding potential safety, performance and handling problems.
  • Performance studies are conducted to evaluate the solvent properties of the azeotrope-like compositions of the invention. Specifically, metal coupons are cleaned using the azeotrope-like composition of Example 1 as solvent (this experiment is repeated using the compositions of Examples 2-8). The metal coupons are soiled with various types of oils and heated to 93°C so as to partially simulate the temperature attained while machining and grinding in the presence of these oils.
  • the metal coupons thus treated are degreased in a simulated vapor phase degreaser. Condenser coils are kept around the lip of a cylindrical vessel to condense the solvent vapor which then collectes in the vessel. The metal coupons are held in the solvent vapor and rinsed for a period of 15 seconds to 2 minutes depending upon the oils selected. Couponr are held in the solvent vapor and then vapor rinsed for a period of 15 seconds to 2 minutes depending upon the oils selected.
  • azeotrope-like composition of each of Examples 1-8 is weighed into a tared aerosol can. After purging the can with tetrafluoroethane in order to displace the air within the container, a valve is mechanically crimped onto the can. Liquid chlorodifluoromethane is then added through the valve utilizing pressure burettes.
  • a printed circuit board having an area of 37.95 square inches and densely populated with dip sockets, resistors, and capacitors is precleaned by rinsing with isopropanol before wave soldering.
  • the board is then fluxed and wave soldered using a Hollis TDL wave solder machine.
  • the printed circuit board is then spray cleaned using the aerosol can having the azeotrope-like composition therein.
  • the cleanliness of the board is tested visually and also using an Omega-meter which measures the ionic contamination of the board.
  • the results indicate that the azeotrope-like compositions of the invention are effective claining solvents.

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EP91916678A 1990-09-11 1991-09-05 Azeotropähnliche zusammensetzungen aus 1,2-dichloro-1-fluoroethan, monochloniertem c3-alkan und gegebenenfalls einem alkanol Withdrawn EP0548206A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/580,882 US5085797A (en) 1990-09-11 1990-09-11 Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, a monochlorinated C3 alkane and optionally an alkanol
US580882 1995-12-29

Publications (1)

Publication Number Publication Date
EP0548206A1 true EP0548206A1 (de) 1993-06-30

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EP91916678A Withdrawn EP0548206A1 (de) 1990-09-11 1991-09-05 Azeotropähnliche zusammensetzungen aus 1,2-dichloro-1-fluoroethan, monochloniertem c3-alkan und gegebenenfalls einem alkanol

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US (1) US5085797A (de)
EP (1) EP0548206A1 (de)
TW (1) TW200527B (de)
WO (1) WO1992004434A1 (de)

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WO1993002228A1 (en) * 1991-07-23 1993-02-04 Allied-Signal Inc. Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane; dichloromethane or dichlororethylene; and chloropropane; and optionally alkanol
US5552080A (en) * 1993-04-15 1996-09-03 Elf Atochem North America, Inc. Cold cleaning solvents
US5514221A (en) * 1993-04-15 1996-05-07 Elf Atochem North America, Inc. Cold cleaning process
US6689734B2 (en) 1997-07-30 2004-02-10 Kyzen Corporation Low ozone depleting brominated compound mixtures for use in solvent and cleaning applications

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JP2550622B2 (ja) * 1987-11-19 1996-11-06 旭硝子株式会社 ドライクリーニング用洗浄剤
JPH01139780A (ja) * 1987-11-27 1989-06-01 Asahi Glass Co Ltd バフ研磨洗浄剤
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US4842764A (en) * 1988-05-03 1989-06-27 Allied-Signal Inc. Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane and methanol
US4836947A (en) * 1988-06-09 1989-06-06 Allied-Signal Inc. Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane and ethanol
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US5024781A (en) * 1989-11-13 1991-06-18 Allied-Signal Inc. Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichlorotrifluoroethane, methanol and a mono- or di-chlorinated C2 or C3 alkane
US4960535A (en) * 1989-11-13 1990-10-02 Allied-Signal Inc. Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichlorotrifluoroethane and a mono- or di-chlorinated C2 or C3 alkane
US5039442A (en) * 1990-06-05 1991-08-13 Allied-Signal Inc. Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichloromethane and optionally alkanol

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WO1992004434A1 (en) 1992-03-19
US5085797A (en) 1992-02-04
TW200527B (de) 1993-02-21

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